5-(4-benzyloxy-benzyl)-5H-[1,6]naphthyridine-6-carboxylic acid ethyl ester

Base Information

Chemical Name:5-(4-benzyloxy-benzyl)-5H-[1,6]naphthyridine-6-carboxylic acid ethyl ester
CAS No.:316155-83-6
Molecular Formula:C₂₅H₂₄N₂O₃
Molecular Weight:400.477
Hs Code.:

5-(4-benzyloxy-benzyl)-5<i>H</i>-[1,6]naphthyridine-6-carboxylic acid ethyl ester

Synonyms:5-(4-benzyloxy-benzyl)-5H-[1,6]naphthyridine-6-carboxylic acid ethyl ester

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Chemical Property of 5-(4-benzyloxy-benzyl)-5H-[1,6]naphthyridine-6-carboxylic acid ethyl ester

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Technology Process of 5-(4-benzyloxy-benzyl)-5H-[1,6]naphthyridine-6-carboxylic acid ethyl ester

There total 1 articles about 5-(4-benzyloxy-benzyl)-5H-[1,6]naphthyridine-6-carboxylic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

: 253-72-5
1,6-naphthyridine

: 541-41-3
chloroformic acid ethyl ester

: 4-benzyloxybenzyltrimethylstannane

: 316155-83-6
5-(4-benzyloxy-benzyl)-5H-[1,6]naphthyridine-6-carboxylic acid ethyl ester

Guidance literature:: In dichloromethane; at 0 - 20 ℃; for 72h;
DOI:10.1016/S0040-4039(00)01400-3

Reference yield: 90.0%

: 316155-83-6
5-(4-benzyloxy-benzyl)-5H-[1,6]naphthyridine-6-carboxylic acid ethyl ester

: 316155-92-7
5-(4-hydroxy-benzyl)-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid ethyl ester

Guidance literature:: With ammonium formate; palladium on activated charcoal; In methanol;
DOI:10.1016/S0040-4039(00)01400-3

Reference yield:

: 316155-83-6
5-(4-benzyloxy-benzyl)-5H-[1,6]naphthyridine-6-carboxylic acid ethyl ester

: 5-{4'-[4-(3-hexyl-ureido)-benzenesulfonylamino]-biphenyl-4-ylmethyl}-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / NH₄CO₂H / Pd/C / methanol

2: pyridine

3: Cs₂CO₃ / PdCl₂*dppf / tetrahydrofuran

4: 38 percent / NH₂NH₂*H₂O; KOH / ethane-1,2-diol / 150 °C

5: 91 percent / tetrahydrofuran / -78 - 20 °C

6: pyridine / CH₂Cl₂

With pyridine; potassium hydroxide; ammonium formate; caesium carbonate; hydrazine hydrate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethylene glycol; 1: Hydrogenation / 2: Esterification / 3: Arylation / 4: Reduction / 5: Acylation / 6: Condensation;
DOI:10.1016/S0040-4039(00)01400-3